Methyl iodide → HCID 86610914, compound

HRID 2377041Notes

Reaction equation

HRID 2377041 reaction equation
[F:1][C:2]([F:39])([F:38])[C:3]1[CH:4]=[C:5]([C@H:13]([O:15][C@@H:16]2[C@@H:20]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)[CH2:19][N:18]([C:28]3[CH2:32][CH2:31][C:30](=[O:33])[C:29]=3[CH2:34][N:35]([CH3:37])[CH3:36])[CH2:17]2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[I:40][CH3:41]>C1C=CC=CC=1>[I-:40].[F:39][C:2]([F:1])([F:38])[C:3]1[CH:4]=[C:5]([C@H:13]([O:15][C@@H:16]2[C@@H:20]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)[CH2:19][N:18]([C:28]3[CH2:32][CH2:31][C:30](=[O:33])[C:29]=3[CH2:34][N+:35]([CH3:41])([CH3:36])[CH3:37])[CH2:17]2)[CH3:14])[CH:6]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:8]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 86610913HCID 86610913, compound

Product 1

HCID 86610914HCID 86610914, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
60 °C

Procedure

In a pressure tube, 22 mg (0.0394 mmol) 3-[(3R,4S)-3-({(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl}oxy)-4-(4-fluorophenyl)pyrrolidin-1-yl]-2-[(dimethylamino)methyl]cyclopent-2-en-1-one (step A), and 0.025 mL (0.3939 mmol) iodomethane was dissolved in benzene (1 mL). The tube was sealed and heated in an oil bath for 2.5 hr at ˜60° C. The reaction mixture was cooled to RT, the tube was opened and the solvent removed under vacuum to afford the title compound as a yellow oil which was used in the next reaction without further purification.

Workup

  1. customThe tube was sealed
  2. temperatureThe reaction mixture was cooled to RT
  3. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-d27cedab06644149977ff396e8d5dc0b
Source dataset
uspto-grants-2008_12
Patent number
US07468437B2

Reaction notes

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